The potassium salts of indole, pyrrole, and 2,5-dimethylpyrrole were converted into N-alkyl derivatives in high yield in dimethyl sulphoxide by use of iodomethane, iodoethane, 1-iodopropane, and benzyl bromide. Dehydrohalogenation occurred when 2-iodo- and 2-bromo-2-methylpropane were used; when 2-iodopropane was employed alkylation and dehydrohalogenation were observed.
H. Heaney and S. V. Ley, J. Chem. Soc., Perkin Trans. 1, 1973, 499 DOI: 10.1039/P19730000499
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